Gallery

A luxury beach front villa designed by Patterson Fletcher on Anna Maria Island

Soak up the magnificent views of the beach as you relax on every deck at Cherryfish

4 bunks beds in a stylish beach decor that children will love at Cherryfish

The guest bedroom at Cherryfish enjoying expansive views of the Florida Gulf from its deck

Enjoy sophisticated dining for 10 at Cherryfish with magnificent views across the Florida Gulf

The stylish master suite at Cherryfish

Quick Enquiry

LATE AVAILABILITY DEALS! Your dream holiday for less! Check now.

Other Properties

Toggle

Take a look at our Villas...

Booking with Pineapplefish

Anna Maria Island is a place to fall in love with easily. The island boasts seven miles of coast line with exquisite sugar-white sand, average daily temperature of 26 degrees and 361 days of sunshine per year. So, it is not surprising that an Anna Maria vacation is an ideal place to relax, recharge the batteries and leave the routine busy daily life behind. Anna Maria is part of Florida’s Gulf Coast. The island consists of three town communities, has only 8000 inhabitants and offers many activities, such as diving, biking, sailing or fishing.

Pineapplefish offers great Anna Maria island vacation rentals. Over 18 months, six spectacular properties were developed and finished to the highest standards. Each vacation rental is uniqueand have fantastic, often waterfront locations with magnificent views. They are all equipped with the latest high tech equipment and decorated throughout with spectacular artwork from local artists. All six Anna Maria Villas are luxurious and located in the most beautiful settings to ensure that you will have a wonderful holiday experience. Each luxury home offers something a little bit different from secluded beaches to landscaped gardens or a private swimming pool.

Click here to find out about the benefits of a vacation rental versus an Anna Maria hotel.

X Close

Mike and I, have always been very passionate about the sustainability of our food, our homes and the environment. Through our Pineapplefish villas and other Anna Maria programmes, such as The Pine Avenue Restoration Project, we intend to bring environmentally friendly initiatives to the island, such as solar heating for our swimming pools, to energy efficient building materials in the commercial buildings we are developing on Pine Avenue. For more information visit our news section.

X Close

Pine Avenue Restoration is an idea born out of a desire to preserve the original vision for a Pine Avenue promenade and to protect the critical and extremely limited ‘historic boutique business district’ of Anna Maria. Mike and I and 2 other investors Mike Coleman and Ed Chiles are developing the Pine Avenue properties with historically compatible structures housing first floor boutique retail shops and one residential floor on top. The look will take inspiration from the historic cottages that are currently interspersed on the street and existing historic buildings will be renovated where possible. Our vision is to re-create the Pine Avenue promenade and preserve a little of Old Florida for future generations to enjoy. Visit our news sections for more and updates on the project.

X Close

Discover Florida

Known as the sunshine state you can expect up to 361 days of sunshine in Florida a year. Well known for its many theme parks it easy to see how you might think a holiday here could be all rollercoaster’s and rides, but there is another side.

Florida’s Gulf Coast, including Anna Maria, gives you the perfect base to experience two types of holiday in one. Firstly, you can enjoy all the fun and thrills of Disney, Universal and SeaWorld which are just a short drive away. Then at your leisure return to the coast to enjoy a relaxing and refreshing holiday on one of Florida’s golden beaches.

Anna Maria Island, with its pristine coastline, exquisite beaches, stunning sunsets and laid back lifestyle is Florida’s best kept secret. There are so many things to do on Anna Maria Island that you will be spoiled for choice. Anna Maria is directly joined to the mainland by two bridges and is perfectly located to make the most of Florida’s theme parks as well as offering a fabulous base for the relaxing part of any holiday.

To find out more about a holiday on Florida’s Gulf Coast click here.

View our Luxury Anna Maria rentals here.

X Close

Gallery

Quick Enquiry

Check Availability

Other Properties

Amenities

Guest Reviews